A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Search and Rent Longboat Key Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Longboat Key condo rentals

A beach with clear turquoise water and a sandy shore.

1. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (84 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
$280 nightly
The price is $311
Oct 3 - Oct 4
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

2. Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (51 reviews)
"Loved staying here"
United States
James
$307 nightly
The price is $342
Oct 3 - Oct 4
Total with taxes and fees
Seaside Escape – Beach Castle #24 by RVA
Aerial

3. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (85 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
$317 nightly
The price is $353
Oct 11 - Oct 12
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
A wooden pathway leading to a beach with lush greenery and a clear sky.

4. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (44 reviews)
"Beach was perfect!"
United States
Carmela D.
$312 nightly
The price is $348
Oct 3 - Oct 4
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A wooden pathway leading to a beach with lush greenery on either side.

5. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
$270 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

6. Beach Castle Bliss #22 by RVA

Beach Castle Bliss #22 by RVA
Longboat Key
9.6 out of 10, Exceptional, (51 reviews)
"The walks to the bay and Gulf were shorter than we anticipated (bonus: a couple of restaurants are a short walk away, too). Sunrise over the bay just a few steps from our unit, and sunsets over the Gulf just across the street. The unit itself was clean, comfortable, with plenty of space. And the pool area is very well maintained. Overall, it's exactly what we wanted from our Longboat Key getaway."
United States
Robert S.
$447 nightly
The price is $498
Oct 3 - Oct 4
Total with taxes and fees
Beach Castle Bliss #22 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

7. Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (82 reviews)
"The host staff were very helpful."
United States
Ann S.
$375 nightly
The price is $418
Oct 3 - Oct 4
Total with taxes and fees
Gulf Views – Silver Sands #250, Longboat Key by RVA
A wooden pathway leading to a beach with lush greenery on either side.

8. Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (84 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$320 nightly
The price is $357
Oct 3 - Oct 4
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
A beach with clear turquoise water and a sandy shore.

9. Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (79 reviews)
"It was nice. Enjoyed being on the beach and having a feeling of spaciousness."
United States
Eloisa A.
$330 nightly
The price is $368
Oct 3 - Oct 4
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA
A modern living room with a balcony overlooking the sea, a flat-screen TV, a sofa, and a coffee table.

10. Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (119 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveler
$345 nightly
The price is $379
Oct 4 - Oct 5
Total with taxes and fees
Sunset and beach view from your balcony Unit 403
A beach with clear blue water and a sandy shore, framed by green foliage.

11. Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.2 out of 10, Wonderful, (63 reviews)
"The view from the room was amazing. The entire property was very clean and well kept."
United States
Jane B.
$400 nightly
The price is $446
Oct 4 - Oct 5
Total with taxes and fees
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
A wooden pathway leading to a beach with lush greenery and a clear sky.

12. Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (89 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What a great experience beautiful room,very clean,best location,private, very clean,all staff was polite and helpful"
United States
Anonymous traveler
$340 nightly
The price is $379
Oct 4 - Oct 5
Total with taxes and fees
Silver Sands 1BR – Gulfside Comfort #255 by RVA
A beach with clear turquoise water and a sandy shore.

13. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
$355 nightly
The price is $391
Oct 14 - Oct 15
Total with taxes and fees
Best views of the beach from your balcony Unit 301
A room with a large window overlooking a beach, a round table with chairs, and a wicker chair with a cushion.

14. The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (89 reviews)
"Great location and great views!"
United States
Mark H.
$343 nightly
The price is $382
Oct 29 - Oct 30
Total with taxes and fees
The Beach on Longboat Key #227 Resort by RVA
A balcony with a view of a beach, a pool, and palm trees.

15. Direct Oceanview: Available Oct 26th - Nov 1st!

Direct Oceanview: Available Oct 26th - Nov 1st!
Longboat Key
10.0 out of 10, Exceptional, (135 reviews)
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
United States
Gina
$406 nightly
The price is $453
Oct 26 - Oct 27
Total with taxes and fees
Direct Oceanview: Available Oct 26th - Nov 1st!
A wooden pathway leading to a beach with lush greenery and a clear sky.

16. Coastal Comfort – Silver Sands Resort #233 by RVA

Coastal Comfort – Silver Sands Resort #233 by RVA
Longboat Key
8.8 out of 10, Excellent, (35 reviews)
"3rd time here already booked another trip. So easy! Love it here!"
United States
Emily
$296 nightly
The price is $330
Oct 4 - Oct 5
Total with taxes and fees
Coastal Comfort – Silver Sands Resort #233 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

17. Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Bliss on Longboat Key- Steps to the sand
Longboat Key
8.6 out of 10, Excellent, (23 reviews)
"It was a good place it was smaller than I thought but it was perfect for 2 people!"
United States
Pacey D.
$367 nightly
The price is $409
Oct 4 - Oct 5
Total with taxes and fees
Beachfront Bliss on Longboat Key- Steps to the sand
The Beach at Longboat Key - 15 condos!

18. Beach Bliss: Open Sun & Thurs Next Week!

Beach Bliss: Open Sun & Thurs Next Week!
Longboat Key
9.8 out of 10, Exceptional, (20 reviews)
"Heidi was fantastic! She responded to all email questions before our stay. She sent helpful text messages, right before our stay with recommendations for our visit. Followed up during stay also to make sure there were no issues or questions with the property. Would rent again from her; great host!"
United States
Eileen
$389 nightly
The price is $434
Oct 4 - Oct 5
Total with taxes and fees
Beach Bliss: Open Sun & Thurs Next Week!
A sandy beach path flanked by dense green foliage leading to the ocean.

19. Gulf Getaway – Beach Castle #12 by RVA

Gulf Getaway – Beach Castle #12 by RVA
Longboat Key
9.6 out of 10, Exceptional, (43 reviews)
"Amazing resort and housing. Will be back and enjoying all that Beach Castle has to offer!"
United States
Blake S.
$477 nightly
The price is $532
Oct 4 - Oct 5
Total with taxes and fees
Gulf Getaway – Beach Castle #12 by RVA
A balcony with a view of a beach, a pool, and beach chairs.

20. Seaside Escape!

Seaside Escape!
Longboat Key
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely cannot beat the view and location! We had a lovely time and would definitely stay again."
United States
Ashley G.
$429 nightly
The price is $479
Oct 23 - Oct 24
Total with taxes and fees
Seaside Escape!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent
"View fantastic of the gulf! Watched dolphins daily along with exotic wildlife Very clean room. Very comfortable and enjoyable. Once you check in, won’t need anything to go out for if you stock food! Had a wonderful stay. Communication with the host was smooth and effortless! Will not hesitate to go back!!!!!! Laundry facilities on site! Overall had a delightful stay!"
Anna S. 5-night trip
Posted 22 hours ago
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Price trends for Condo Rentals in Longboat Key

Less expensive
More expensive
This month
Next month
September
March
$392
$407
Month
Price
January
$443
February
$563
March
$567
April
$460
May
$420
June
$473
July
$467
August
$409
September
$382
October
$392
November
$407
December
$446
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,298
Accommodation
553 Condo Rentals
Lowest Price
$301
Highest Price
$532

Frequently asked questions

Why book your condo in Longboat Key with Expedia?
Booking a condo in Longboat Key is as easy as entering your travel dates and picking the option that satisfies your needs. In search of something low cost or luxurious, or a stay that also comes with a kitchenette? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Longboat Key?
With Expedia's helpful filter tool, locating cheap condos in Longboat Key couldn't be easier. To view properties that'll make your hip pocket happy, fine-tune your search results by amenities, budget and star rating.

Explore a world of travel with Expedia